Water → HCID 12003971, compound

HRID 2219963Notes

Reaction equation

HRID 2219963 reaction equation
[Cl:1][C:2]1[C:3]([N:8]2[CH2:17][CH2:16][C:15]3[C:14]([NH:18][C:19]4[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][CH:20]=4)=[N:13][C:12](S(C)(=O)=O)=[N:11][C:10]=3[CH2:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1.[CH3:33][N:34]([CH2:36][CH2:37][NH2:38])[CH3:35].O>CS(C)=O>[Cl:1][C:2]1[C:3]([N:8]2[CH2:17][CH2:16][C:15]3[C:14]([NH:18][C:19]4[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][CH:20]=4)=[N:13][C:12]([NH:38][CH2:37][CH2:36][N:34]([CH3:35])[CH3:33])=[N:11][C:10]=3[CH2:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 66053N,N-DimethylethylenediamineHCID 12004367HCID 12004367, compound

Product 1

HCID 12003971HCID 12003971, compoundYield 41%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The solution of 7-(3-chloropyridin-2-yl)-N-(4-(trifluoromethyl)phenyl)-5,6,7,8-tetrahydro-2-(methylsulfonyl)pyrido[3,4-d]pyrimidin-4-amine from Example 25 (50 mg, 0.1 mmol) and unsym-dimethylethylenediamine (100 mg, 1.1 mmol) in DMSO was irradiated by microwave at 150° C. for 10 min. The reaction mixture was poured into water and extracted by ethyl acetate. Solids between two phases were filtered out and this solid was dissolved in methanol and undissolved solid was filtered out. Filterate was concentrated to yield the product as beige powder (20 mg, 41%).

Workup

  1. extractionextracted by ethyl acetate
  2. filtrationSolids between two phases were filtered out
  3. dissolutionthis solid was dissolved in methanol
  4. filtrationundissolved solid was filtered out
  5. concentrationFilterate was concentrated

Sources & evidence

ORD record
ord-b182235531af457996ec2b09a1372471
Source dataset
uspto-grants-2008_08
Patent number
US07414131B2

Reaction notes

Loading…